Arene-alkali metal adducts

The molar conductance of MTHF solutions of alkali metal-arene adducts (M+A , M+2A ) was measured for A = anthracene, tetracene, pentacene, biphenyl, p-terphenyl... 

The simple lithium amide LiHMDS catalyzes the addition of aliphatic and (notably) aromatic amines to vinyl arenes [40]. The catalytic activity is increased by addition of TMEDA and the reaction can be carried out in bulk without additional solvent. More reactive primary aliphatic amines also form a bis-hydroamination product, although the formatiOTi of the latter may be suppressed by using an excess of amine (21). Less reactive aromatic amines and a- and p-substituted styrenes give the monohydroamination adducts selectively [40]. Other readily available alkali metal-based catalysts include NaH [166], t-BuOK [164, 167, 168] and CsOH [169]. 

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